The problem with old cars as the solution is that first and foremost, that's obviously not a long term solution or one that will work for car buyers as a whole. Not everyone is going to be OK with buying a 34 year old car, and even fewer are going to be OK buying a 44 year old car 10 years from now. Even if they were, cars don't last forever and eventually we'll all be in a bidding war over the last analog car.
That approach also throws the baby out with the bathwater. Infotainment aside, new cars are vastly better than old cars in a number of areas. Safety, comfort, efficiency, reliability, performance, etc. Missing all this because modern infotainment features are bad does not seem like a good tradeoff, particularly since new cars will continue to progress in all those areas while old cars obviously won't. The smartphone comparison is actually pretty appropriate here, because a modern smartphone is a huge improvement for the vast majority of people over an old dumb phone, even if the improvement comes with some tradeoffs.
Instead I think it would be more useful and realistic to push for more consumer friendly car technology, either by voting with our wallets or pushing for appropriate legislation. Pretending cars peaked the year Taylor Swift was born does not feel like the right alternative, even if some people do genuinely like older cars.